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C0267

Sigma-Aldrich

2-Chloroacetamide

≥98%

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Synonym(s):
Chloracetamide, alpha-Chloroacetamide
Linear Formula:
ClCH2CONH2
CAS Number:
Molecular Weight:
93.51
Beilstein:
878191
EC Number:
MDL number:
PubChem Substance ID:
NACRES:
NA.22

vapor pressure

0.05 mmHg ( 20 °C)

Assay

≥98%

form

powder

mp

116-118 °C (lit.)

SMILES string

NC(=O)CCl

InChI

1S/C2H4ClNO/c3-1-2(4)5/h1H2,(H2,4,5)

InChI key

VXIVSQZSERGHQP-UHFFFAOYSA-N

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1 of 4

This Item
227908.024128.18672
2-Chloroacetamide ≥98%

Sigma-Aldrich

C0267

2-Chloroacetamide

2-Chloroacetamide ≥98.0% (HPLC)

Sigma-Aldrich

22790

2-Chloroacetamide

2-Chloroacetamide for synthesis

Sigma-Aldrich

8.02412

2-Chloroacetamide

form

powder

form

solid

form

powder

form

crystals

mp

116-118 °C (lit.)

mp

116-118 °C (lit.), 118-120 °C

mp

115-118 °C

mp

96-99 °C

Quality Level

300

Quality Level

200

Quality Level

200

Quality Level

200

vapor pressure

0.05 mmHg ( 20 °C)

vapor pressure

0.05 mmHg ( 20 °C)

vapor pressure

0.0026 hPa ( 20 °C)

vapor pressure

-

Application

2-Chloroacetamidecan be used as a reactant to synthesize:
  • 2-Amino-4-chloroquinolines via o-alkylation of 4-chloro-1H-quinolin-2-ones and subsequent Smiles rearrangement.
  • 2-(Formylaryloxy)acetamides by reacting with hydroxybenzaldehydes in the presence of potassium carbonate as a base.
  • Biarylamine derivatives via aluminum triflate-catalyzed direct amination of benzhydrols.

Pictograms

Skull and crossbonesHealth hazard

Signal Word

Danger

Hazard Statements

Hazard Classifications

Acute Tox. 3 Oral - Repr. 2 - Skin Sens. 1

Storage Class Code

6.1C - Combustible, acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

WGK

WGK 2

Flash Point(F)

338.0 °F

Flash Point(C)

170 °C

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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Jun Zhang et al.
Journal of agricultural and food chemistry, 59(9), 4614-4621 (2011-03-23)
A butachlor-degrading strain, designated FLY-8, was isolated from rice field soil and was identified as Paracoccus sp. Strain FLY-8 could degrade and utilize six chloroacetamide herbicides as carbon sources for growth, and the degradation rates followed the order alachlor >
K Eszter Borbas et al.
Bioconjugate chemistry, 18(4), 1205-1212 (2007-06-23)
Targeted radiopharmaceuticals offer the possibility of improved tumor imaging and radiotherapy, with reduced side effects. A variety of monoclonal antibodies and antibody fragments have previously been successfully radiolabeled and used in diagnostic imaging and targeted radiotherapy of cancer. Many such
Ezgi Odabasi et al.
EMBO reports, 20(6) (2019-04-27)
Centriolar satellites are ubiquitous in vertebrate cells. They have recently emerged as key regulators of centrosome/cilium biogenesis, and their mutations are linked to ciliopathies. However, their precise functions and mechanisms of action remain poorly understood. Here, we generated a kidney
Cleonice Rocha et al.
Environmental pollution (Barking, Essex : 1987), 152(1), 239-244 (2007-07-17)
Solid-phase microextraction coupled with gas chromatography-mass spectrometry (SPME-GC-MS) was used to analyze two triazine (atrazine and simazine) and three chloroacetamide herbicides (acetochlor, alachlor, and metolachlor) in water samples from a midwest US agricultural drainage ditch for two growing seasons. The
Yasmine Souissi et al.
Journal of chromatography. A, 1310, 98-112 (2013-09-10)
The photooxidation of acetochlor (a pesticide belonging to the acetamides group) using a polychromatic UV irradiation in ultrapure water was studied. This study reports the efficiency of mass spectrometry for the characterization of photodegradation products of acetochlor. Decompositions of protonated

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